Merck
CN

53727

Sigma-Aldrich

N-(3-氢氧化十二酰基)-DL-高丝氨酸内酯

≥97% (HPLC)

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别名:
3-羟基-N-(四氢-2-氧代-3-呋喃基)十二烷酰胺
Empirical Formula (Hill Notation):
C16H29NO4
分子量:
299.41
MDL编号:
PubChem化学物质编号:
NACRES:
NA.25

质量水平

检测方案

≥97% (HPLC)

组成

carbon, 63.5-64.9%
nitrogen, 4.4-4.9%

储存温度

−20°C

SMILES string

CCCCCCCCCC(O)CC(=O)NC1CCOC1=O

InChI

1S/C16H29NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h13-14,18H,2-12H2,1H3,(H,17,19)

InChI key

RGTXFFYJJNWEPV-UHFFFAOYSA-N

生化/生理作用

N-(3-羟基十二烷酰基)-DL-高丝氨酸内酯是N-酰基-高丝氨酸内酯家族的成员。N-酰基高丝氨酸内酯(AHL)能够调节革兰氏阴性菌的基因表达,如埃希氏杆菌(Echerichia )和沙门氏菌(Salmonella),并且与细菌间的群体感应、细胞间通讯有关;有关综述,参见参考文献。细菌细胞间通讯已成为新型抗毒力药物开发的靶标,也是预防生物膜形成的一个研究热点
群体感应信号发生

包装

无底玻璃瓶。内含物在插入的融合锥体内。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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B M Davis et al.
Biophysical journal, 101(1), 245-254 (2011-07-05)
A practical label-free method for the rapid determination of small-molecule critical micelle concentration (CMC) using a fixed-angle light-scattering technique is described. Change in 90° light scattering at a fixed wavelength of incident radiation with increasing bacterial quorum molecule concentration and
L Passador et al.
Journal of bacteriology, 178(20), 5995-6000 (1996-10-01)
A series of structural analogs of the Pseudomonas aeruginosa autoinducer [PAI, N-3-oxo-dodecanoyl homoserine lactone] were obtained and tested for their ability to act as autoinducers in stimulating the expression of the gene for elastase (lasB) by measuring beta-galactosidase production from
Tommaso R I Cataldi et al.
Journal of mass spectrometry : JMS, 43(1), 82-96 (2007-08-22)
A method for the comprehensive profiling of the N-acyl-homoserine lactone (AHL) family of bacterial quorum-sensing molecules is presented using liquid chromatography (LC) coupled to a hybrid quadrupole linear ion trap (LTQ) and Fourier-transform ion-cyclotron-resonance mass spectrometer (FTICR). We demonstrate an
Meng Gui et al.
Frontiers in microbiology, 9, 1712-1712 (2018-08-16)
Sturgeon is an important fresh water-culture fish in China. A problem with sturgeon is its high susceptibility to spoilage. Food spoilage is reported to be regulated by quorum sensing (QS). To identify the QS signals acetylated homoserine lactones (AHLs) in
Kaoru Yamabe et al.
Biomedical research (Tokyo, Japan), 41(6), 259-268 (2020-12-04)
Recently, opportunistic nosocomial infections caused by Acinetobacter baumannii have become increasingly prevalent worldwide. The pathogen often establishes biofilms that adhere to medical devices, causing chronic infections refractory to antimicrobial therapy. Clinical reports have indicated that some macrolide antibiotics are effective

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